Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Kamaole Beach Royale 409 - Beautifully Renovated Condo & Commanding Ocean Views
The Kamaole Beach Royale 409 is conveniently located one block from beautiful Kamaole Beach I. This half-mile long beach is perfect for walking, swimming, sunbathing and building sandcastles with your keiki (children). The condo is within easy walking distance from a...
Kiahuna Ohana Hale By Parrish Kauai-AC, pool, spa, distant ocean views!
Enjoy true island living in this spacious 4,300 square foot home overlooking the 10th fairway of the Kiahuna Golf Course. The large covered gazebo and private swimming pool are the focal point of this fabulous outdoor living space. The home has plenty of shade and sun...
Punahoa Beach 201 - Direct Ocean Front, Beautiful Renovation, Split AC, Wi-Fi
Experience the ultimate ocean immersion at Punahoa Beach 201 and live your Maui adventure right on the beach with immediate access to the protective, warm-water swimming and vibrant snorkeling reef for which Kamaole I Beach is world renowned. Spectacular forever ocean...
Relaxing Condo with Ocean Views | Pono Kai Resort | PK-E103
Pono Kai's pool and spa will be closed January 6-31, 2026 for the instillation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Experience the beauty of Kauai in this charming 2 bedroom, 2 bathroom...
SPRING SPECIAL!! Zuki House Ocean Close, Hot Tub
Zuki House is a modern and elegant vacation rental close to the ocean. Enjoy our ocean view balcony upstairs outside the main bedroom suite. Our high ceilings and bright, modern furnishings give you comfort and style to enjoy throughout your stay. Experience the...
Kihei Akahi Resort, ocean view, steps from the beach
Imagine fabulous views of the Pacific, Molokini, Kaho'olawe, Haleakala, & amazing sunsets. This Kihei Akai Resort 6th floor penthouse is a remodeled 1 bedroom, 1 bath unit located across from Kamaole Beach Park II. There is BRAND NEW split system AC unit installed. It's...
OceanFront New Throughout
Totally new throughout at arguably the best location in all of Sealodge - oceanfront, end-unit on the vista bluff, looking down the coast over the Anini Reef six miles to the Kilauea lighthouse.This 2BR (2 Kings or 1 King and 2 Twins), 2BA (ensuite), 2 story condo,...
MAUI ELDORADO:TOP FLOOR,CORNER UNIT, Partial Ocean View, Kaanapali Beach G201
Bright corner unit condo with tile flooring at G201 Maui Eldorado, Kaanapali Resort near the main pool with a peekaboo of the ocean. Perfect for a relaxing getaway in paradise! Granite in kitchen and bathroom. 2 person plus 1 child. New: Work from anywhere option with...
April 2025 ONLY 119/nt BOOK SOON.Newly remodeled kitchen.
Professionally cleaned , comfortable, high quality accommodations, this is exactly what you will get while staying at Kihei Resort. This ground floor unit has easy access with no stairs. Boasts a large living area and many comforts of home. Accommodates up to four...
Clean Ground Floor, One Bedroom Condo, Centrally Located, Reasonably Priced!
We offer a ground floor one bedroom condo. It is a modest condo with all the necessities of home so you can enjoy Maui for a reasonable price. Only steps away from the condo, through the atrium are the pool, kiddie pool, hot tub, picnic area with barbecue grills and...
Weekly and Monthly Discounts / Koa Lagoon Direct Oceanfront Top Floor Unit 603
Spectacular views of the ocean, West Maui Mountains and beautifully landscaped grounds await you from our (sixth) top floor oceanfront condo at KOA Lagoon in Kihei. You will enjoy brilliant sunsets and whale watching as you relax on our large lanai listening to the...
❤️PiH❤️ Champion View Retreat ★ Private Infinity Pool PLUS Free Hilton Resort Passes ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Champion View Retreat, part of our Hawaiian Luxury Collection. Champion View Retreat has private pool and spa with stunning golf, ocean and sunset views.Located in the prestigious Champion Ridge, this is one of...
J200 - Closest Unit to Ocean, Corner Suite with Authentic Island Decor 2BD/2BA
Kaanapali Condo - Ocean Views, Golf Course, Steps to Beach!Escape to this comfortable and convenient 2-bedroom, 2-bathroom condo in the heart of Kaanapali, Maui. This spacious second-floor unit offers unobstructed ocean views, a private lanai overlooking the...
Beautiful - Modern Manualoha 3bdr/3 bath with AC
This fabulous large rare 3 bedroom, 3 bath unit is in the popular Manualoha complex at Poipu Kai Resort. Ground floor corner unit is steps from the greenway and an easy walk to Poipu, Brenneke, and Shipwreck beaches. Featuring a large living area that opens up to the...
Ocean View, Ocean Front, 30 feet from the Ocean!
Ground floor, ocean front, ocean view condo thirty feet from the ocean! Location, location, location! This is where you want to be in Maui. Kaleialoha condominiums in Honokowai is centrally located near all the great beaches and attractions of West Maui.Drive 5 minutes...
Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14
The Home of Aloha is a beautiful two story home located on the east side of Oahu in Aina Haina. Located near beaches, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 5 bedrooms and 4 bathrooms. Reliable high speed internet...
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
“Mokuhano” – Unit 205 – is an upper floor, ocean view studio located in Hana Kai’s Mauka Building. There is a king-size bed in the living/bedroom area, open-beam ceilings and tiled floors throughout. The view of the bay is enhanced by the expanded glass wall...
PUAMANA 2 BR PREMIER UNIT 200 Ft. from Ocean 153-6
PUAMANA PREMIER 2 BEDROOM GARDEN UNIT 153-6, 3 BATHROOMS & SLEEPS 9. Less than 200 FT to the ocean. It is one of the largest two-bedroom units with 1,368 sq ft. The August 2023 Lahaina Fire spared our unit. Maui County has cleared this area of Puamana for access and...
Elegant Laie Home- Walk to the beach! 30 day rentals
Experience True Island Living in this Spacious Laie RetreatWelcome to your perfect Hawaiian getaway! This beautiful home, in a friendly neighborhood offers everything your group needs for a relaxing and memorable stay. Cook up family meals in the fully equipped kitchen,...
Amazing Oceanfront Studio in Lahaina - Mahana 1103
Mahana Studio unit #1103, located in the Molokai Tower. Rent this updated Mahana condo with 1 bedroom unit #1104 next door. Pride in ownership for both of these extraordinary Maui vacation rentals. The Maui vacation rental features a comfy king size bed, remodeled...
Paradise awaits! Oceanview Ground floor 1bdrm. Updated. #175 Hale Kamaole. Kihei
Kihei-Recently renovated condo., 1 br (very comfortable king size bed) & flat screen TV, 1 ba, living room w Queen size sofa bed, large flat screen TV, wireless modem & high speed internet. Ceiling fans in bedroom & living room. New A/C in bedroom. Fully equiped kitchen...
Kapalua Golf Villas 15P3-4: Garden View Condo w/ Pool, BBQ at Resort
Welcome to Kapalua Golf Villas 15P3-4 by Gather, a luxury retreat located in the highly desirable Kapalua area on Maui. This beautifully remodeled villa, nestled along the 10th fairway of the world-famous Kapalua Bay Golf Course, offers panoramic views of early tee...
Ocean View from Lanais - Walk to Waikiki Beach
Discover easy island living at this airy 2BR/2BA getaway just steps from Waikiki’s shoreline. With soft ocean glimpses from your private lanai and a breezy, open layout, this 910 sq. ft. condo offers an inviting home base for relaxation between beach days. Optional...
SPECIALS DEALS Honua Kai 2BD Sweeping Mtn Views Quiet & Peaceful Setting
🌴 West Maui is Open – and Honua Kai is Resort-Zoned. 🌴Book with confidence knowing you’re safe from recent legislation affecting other vacation rentals.🍍 Welcome to Konea 512 at the award-winning Honua Kai Resort 🍍A serene 5th-floor retreat offering...
Great Rates and A/C in every room. Near North Shore beaches. Pool & Hot Tub!
Three bedroom, three bath luxury Villa located in Princeville, Kauai with A/C! Just steps from the Makai Golf Course Country Club. Includes two master suites with king-size beds. First master suite has a walk-in shower and TV. The second master suite includes private...
KRV 1011 New Listing 1BD Condo w Spectacular Kapalua Ocean Views at the Ridge
Kapalua Ridge Villas 1011 NEW LISTING Spectacular Kapalua Ocean Views from this 1Bedroom, 2Bathroom, Condo at the Ridge!FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu au, Golf, Whale Watch...
Garden Island Oasis - Regency 424 at Poipu Kai. 3 bedrooms - Walk to the beach!
Welcome to our island home! Discover the ultimate getaway at the Garden Island Oasis at the Regency at Poipu Kai, nestled in the heart of the enchanting Poipu Beach area on the south shore of Kauai. This beautiful property is renowned for its lush landscapes and...
Pono Kai F207 Oceanview AC, POOL, JACUZZI, BBQ, TENNIS
Pono Kai Resort - A Beachfront Resort on Kauai!Paradise as you imagined it! Oceanview! Steps from the Swimming Pool and Sandy Beach surrounded by lush tropical gardens, in the heart of wonderful Kapa'a Town! Pono Kai Resort perfectly located within walking distance of...
Panoramic Oceanfront View, Condo with Air Conditioning and Large Lanai
Kuhio Shores #314. Floor to ceiling wrap around windows provide unobstructed panoramic ocean views! Our light, bright, spacious, and comfortable two bedroom-two bath Poipu Beach oceanfront vacation rental condo sits 40 feet from the ocean's edge. Floor to ceiling glass...
KBM Resorts | FREE CAR | Maui Kaanapali Villas | Beachfront Resort, Upgraded Studio! MKV-C152
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kanaloa at Kona 1606: Beautiful Oceanview Condo w/ Shared Pool, Spa, AC & Lanai
Welcome to Kanaloa at Kona 1606, a stylish 3-bedroom, 2-bathroom penthouse villa perched above the Keauhou Golf Course with panoramic fairway and ocean views. Featuring vaulted wood-beam ceilings, upgraded interiors, and resort-style amenities across 16 tropical acres,...
Wonderful home with central AC, heated pool & hot tub - close to dining
Waikoloa Fairways B114Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the best of island living at this renovated and stylish two-bedroom, two-and-a-half-bath Waikoloa Fairways...
Beautifully decorated Penthouse overlooking WAIKOLOA Beach golf course
The location is perfect if you want to be walking distance to all the best shops and restaurants In WAIKOLOA beach resort. Our condo at the Fairway Villas is right across the street from one of the Big Island’s best beaches, Anaeho'omalu (aka A-bay). After a long day...
Waipouli Beach Resort D105. A Spacious Condo with Lazy River and Top Shelf Restaurant Onsite.
This Oceanfront Resort is a Dream and located on the Beach. Just Steps to the Warm Turquoise Ocean. The Kids and Adults alike will love the Lazy River to the Huge Pool. The Hot Tubs are Incredible! This Large Home is a Great Room Concept and full of Light. Elegance and...
Relaxation at Its Finest: Beachfront 1bd/1ba Condo - Menehune Shores #517
Menehune Shores #517 – One-Bedroom Oceanfront Escape with Incredible ViewsWelcome to Menehune Shores #517, a bright and inviting one-bedroom condo that offers stunning panoramic views of the Pacific Ocean and Maui’s vibrant sunsets. Located on the 5th floor, this...
Gorgeous! The Waterfall Retreat At Reed's Island
ALOHA!The breathtaking Waterfall Retreat at Reed’s Island is a spectacular 4 bedroom, 3 bath home in the exclusive area of Reed’s Island in Hilo. The home is only a few minutes from downtown Hilo but it feels like a private paradise retreat with a stunning river and...
New! Hale Mehana, Beautiful North Shore Home, Princeville, Kauai
A tastefully updated North Shore Kaua’i vacation home located in beautiful Princeville. Conveniently located with easy access to the famous Hanalei Bay, Kilauea Lighthouse, Haena Beach Park, the breathtaking Napali Coast, shopping, dining, and more!• Indoor/outdoor...
Majestic Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #2807 – 229 Paoakalani Ave.Savor fabulous mountain views by day and sparkling city lights at night from this 28th floor, one-bedroom condo (546 sqft plus access to lanai from bedroom with small table and chairs). Central AC, free Wi-Fi, Washlet!...
Unit #204-1BR+Mezzanine BR/2 Bath: 2 BR, 2 BA Condominium in Lahaina, Sleeps 4
Beautiful 2nd Floor Unit. Mezzanine bedroom with Queen bed, downstairs bedroom with with 1 King bed (can be made into 2 Twin beds upon request). Nearly 180 degree view of the Cove. Whale watch from your Lanai (in season) and a guaranteed swim with the turtles! Always in...
NEW Charming Kapaa Cottage - 1 Block to the Beach!
Welcome to your home away from home in beautiful Kapa'a! This enchanting 2-bedroom cottage offers the perfect blend of Hawaiian charm and modern comfort, nestled in a tranquil garden setting just steps from local attractions. Experience the magic of Kauai from this...
Luxury Poipu Beach House Sleeps 8 with Central AC
This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties or families to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and beach chairs and coolers you'll need to enjoy Kauai's beaches. The house is...
Remodeled Top Floor End Unit#49. Perfect location - Sunny & Close to Beach!
Fully updated condo with new open concept kitchen featuring stone counters, kitchen bar, stainless steel appliances, plantation style custom solid wood cabinetry and modern task lighting. Luxurious tiled bathroom also has new plantation cabinets and lighting, tiled...
Maui Resort Rentals: Marriott's Maui Ocean Club Oceanfront Studio Villa
Oceanfront Studio Villa at Marriott’s Maui Ocean Club - New Lahaina or Napili Towers! With its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott's Maui Ocean Club is a perennial Maui favorite, delighting couples and families with...
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
***BEST OCEAN VIEWS IN RESORT*** Top floor, corner unit, with stunning ocean and mountain views, just steps from the beach. Stay cool with brand new central AC. Watch thousands of humpback whales, visible from the lanai. See huge green turtles beached or dip in the...
Honua Kai H214 Summer Specials at Tropical Island Getaway with Ocean View
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Hokulani 214, a serene 1-bedroom, 1-bath escape at Honua Kai Resort on West Maui’s celebrated Kaanapali coast....
Hidden Paradise Found with Aloha Spirit and Great Summer Rates! Weekly discount
Cleaner is Covid 19 safety trained. Celebrate the best in indoor/outdoor living in this spacious and well-kept ground floor unit in Keauhou Akahi! Conveniently situated on south Ali’i drive, the condo is 1/3 mile from Keauhou bay and less than one mile from the...
*Stroll To The Beach Til Toes In The Sand!*Beautiful Views*Ground Floor*4 Pools*
Wailea Ekahi Village Two bedroom, two-bath, 1505 sq ft. completely remodeled and upgraded, ground floor condo, sleeps six is situated in a low-rise condominium community. The ocean front village is located on Keawakapu Beach in sunny South Maui. The beach has been voted...
Maui Vista Resort. Aloha & Welcome to Maui. Time to kick back and have some fun!
Hello and Welcome to Maui. This is the closest Maui Vista unit to the beach across the street. This non-smoking 1 bedroom, 1 bath Maui Vista unit is located directly across the street from the world famous Charley Young Beach. High Speed Internet for Business. This unit...
Includes Mauna Lani Beach Club Pass. Golf Villa at Mauna Lani D3
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Valid for new bookings made September 24 or after. Please message us...
Maui Resort Rentals: Honua Kai Konea 212 – 1BR+Den w/ Oversized Balcony & Lush Mountain Views
Konea 212 is a luxurious two bedroom mountain view suite with its defining feature being its incredible oversized lanai offering the perfect vantage point to enjoy breathtaking views of the awe-inspiring West Maui Mountains.Suite 212 affords a perfect opportunity to...