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.
Top Floor Mana Kai, "Ali'i Level", Incredible Views, Fully Air Conditioned
Thank you for your interest in our Top Floor, Ali'i Level, Mana Kai condo. The direct ocean view from our condo as well as the fantastic location on the beach cannot be overstated! The Mana Kai is as good as it gets. Covid 19 Cleaning Info: We know that in order for our...
Maui Resort Rentals: Honua Kai Hokulani 729 - 7th Floor 3BR w/ Ocean Views from Every Room!
This 3BR deluxe oceanview residence offers breathtaking views of the Pacific Ocean and Maui's neighboring island Lanai from its stunning 7th-floor vantage point.The residence affords a perfect opportunity to gather, reconnect, and celebrate. There is ample room to...
My Oceanfront Hawaii Vacation Rental Kailua Kona
My Hawaii Vacation Rental, "Kona Luana", is located 1/2 mile from downtown Kailua-Kona with the nearest sandy beach 2 blocks away. Kona Luana is a unique 3 story condominium. Unit 1 is on the first floor and is not a rental. Unit 2 and Unit 3 are on the 2nd and 3rd...
Princeville Beaches AC Lux Home 4BR 3.5Ba at Queen's Bath + Mountain Viewsn
*****The Heavenly Arch "Ka Piʻo Lani" House – A Luxurious Princeville Retreat** Indulge in refined island living at this **spacious 2,850 sq. ft. villa**, designed for comfort, privacy, and effortless tropical elegance. **Sophisticated Design & Comfort** - **Three...
New! 2 bedroom with access to Mauna Lani Beach Club
Aloha and Welcome to Kulalani in Mauna Lani Resort, your home-away from home on the Big Island of Hawaii. Kulalani shares a two-acre world class amenity center with the neighboring KaMilo complex that offers a large lagoon pool, a lap pool, two hot tubs, exercise...
Ma'alaea Surf Unit B2-1 BR Ground Floor Beachfront Condo, AC, Wifi, Pool, TV
Ma'alaea Surf, Unit B2, is a stunning, conveniently located ground floor unit, just steps away from the pool and ocean. This luxurious unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the living room. Enjoy the...
Ocean View Studio at HBR, A/C Included
Don't miss this very special condo hotel room at the beautiful Hanalei Bay Resort! This unit sits in a unique private location with breathtaking views of Hanalei Bay, mountains, waterfalls and Bali Hai. It is one of the ONLY units at the resort with NO stairs, yet...
🏖️1 Bdrm PLUS bonus room | Great Ocean View | vrKCV
vrKCV - Kona Pacific A306, Professionally Managed by Kona Coast VacationsWelcome to Kona Pacific A306Experience island living at Kona Pacific A306, a 1-bedroom plus bonus room, 2-bathroom condo with a very nice ocean view. Located in the heart of Kona, this beautifully...
Stunning Ocean /Mountain Views in Luxury Million$ Homes w/ Ping Pong, Air Hockey
Feel the warmth of the Ohana spirit as you gather with family and friends in this stunning and yet affordable 4-bedroom, 2.5-bathroom paradise, nestled in the prestigious Mauna Olu Estates—“Cottages of Mauna Olu.” With breathtaking 360-degree views that stretch...
5 Bedroom Open Plan with Ocean Views, Queens Bath, Bali Hai, and Golf Course
https://www.youtube.com/watch?v=t2empvqbOT4Whale Hale is a spacious 5 bedroom, 4.5 bath home proudly perched on the bluff above Queens Bath in Princeville, Kauai' where you can see and hear the ocean. From the grand entry staircase to the family friendly living rooms...
Diamond Head Beach - Large Studio - Queen Bed, Balcony, Ocean View, Ocean Access
Privately owned Studio on 8th Floor with large Private Balcony, comfy Queen bed, Ocean and Mountain Views, Kitchenette, Fast Wifi, Elevator, Oceanside Shower, Non-smoking.Aloha!This charming, newly remodelled studio condo in the "Diamond Head Beach Hotel" is perfectly...
KKSR#6201 OCEAN VIEW, 2ND FLOOR, CORNER UNIT, INCREDIBLE UNIT!
Welcome to the Listing Page of Keauhou Kona Surf & Racquet Club #6-201!This spectacular 2nd floor, highly desirable corner unit has an impressive 1,188 interior square feet featuring 2 bedrooms & 2 bathrooms. The property is uniquely positioned in the development and...
Prince Kuhio, Sunny South Shore Condo is steps away from the beach
3rd floor unit, done with a soft tropical touch. Adjacent to historic Prince Kuhio Park, with good ocean views, it's a walk across the street to ocean for snorkeling and surfing. Common sights include Sea Turtles, endangered Monk Seals, and Seasonal Whales. Nicely...
New A/C in 1bd condo featuring tropical views
Papakea E209 is a 1-bedroom, 1-bathroom condo on the second floor with a newly installed split air conditioning system. The condo can accommodate up to 4 guests with the addition of a queen-size sofa bed in the living area. The condo offers dining for 4 and a fully...
505 – Lovely Oceanfront 1/1.5 unit – great ocean view with A/C!
Unit 505 is a fifth floor condo at the Kihei Surfside Resort is on the sought after ocean side of the elevator. It has a spectacular view from the kitchen, living room, dining area and lanai. It has been consistently upgraded by its long term owners. Overall, the unit...
Location, Location, Location
I comply with all Hawaii tax regulations. Hawaii Tax ID#: TA-158-127-3088-01Serenity......This peaceful retreat offers meticulous attention to detail and modern amenities on one acre of oceanfront property facing Mokoli'i Island (familiarly known as Chinaman's Hat) in...
Maui Resort Rentals: Honua Kai Konea 645 - Upgraded 6th Floor Interior 2BR w/ Incredible Ocean Views!
Konea 645 is a luxurious two-bedroom oceanview suite that affords a perfect opportunity to gather, reconnect, and celebrate. This premier location sits high above the palm trees in the closest column to the ocean of south facing two-bedroom suites in the desirable Konea...
Incredible View! Great Location! Awesome High Rise Condo!
This remodeled 27th floor 1 BR condo offers a spectacular panoramic view that spans from Diamond Head to Waikiki Beach to the city lights of Honolulu. It is located in the Waikiki Sunset Resort, which is less than a block and a half to the beach, a 5 minute walk. The...
Wailea Elua Village 2502 - 2 Bedroom Ocean View Condo
Wailea Elua 2502 is a beautifully renovated vacation rental located in the prestigious Wailea region of Maui. This spacious two-bedroom, two-bathroom condo offers stunning ocean views and a serene atmosphere, making it an ideal Hawaiian getaway. The spacious condo spans...
Kona Reef Resort - Absolute Oceanfront Condominium
This fully-furnished oceanfront condominium, is located 23 feet from the water on Alii Drive in Kailua-Kona. We are on the third level of a four level complex, A23. Listen to the ocean waves or catch a beautiful sunset while dining on your private lanai. Enjoy a great...
Hale Haku Home- Unbelievable Ocean Views!
This home has been a vacation rental on VRBO with a 5 star rating for over 7 years. New owner but still has an amazing property manager!Experience paradise in this true Hawaiian styled home with sweeping views of the Pacific Ocean, lush landscaping and amenities. Enjoy...
Cozy Condo With Ocean View |Great Pool | Walk to Punalu'u Beach
Aloha and welcome to your Hawaiian escapeIf you're craving true serenity, come discover Kaʻū—the Big Island’s largest district and its most peaceful. With the smallest population and the richest sense of “Old Hawaii,” Kaʻū invites you to unplug, unwind, and...
🏖️2 Bdrm PLUS Loft | AC & WIFI | Concierge Included | vrKCV
vrKCV - Fairway Villas Waikoloa G33, Professionally Managed by Kona Coast VacationsWelcome to Fairway Villas Waikoloa G33! Immerse yourself in the spirit of aloha in this beautifully appointed two-bedroom, two-bathroom loft condo with a Hawaiiana theme, nestled within...
Hale Ilikai - Luxury Oceanfront Home on Poipu Coastline
One of the finest oceanfront Kauai vacation homes set on the edge of the spectacular Poipu coastline, this home has ocean and coastline views, central air conditioning, an oceanfront Jacuzzi spa, five bedroom suites and much more. Offering the perfect setting for a...
Two bedroom getaway near Poipu Beach only a 12 min walknWith air in bedrooms,
Nestled in the heart of Poipu, this charming 2-bedroom vacation home offers the perfect escape for your Hawaiian getaway. Imagine yourself relaxing by the sparkling outdoor pool, soaking up the sun on the beach loungers, or exploring the nearby Poipu Beach, just a...
Hanalei Dream House - Bikes & A/C included
Just across the street from the iconic Hanalei Bay with its ocean sunset and mountain waterfall views, this large family home is perfect for your Kauai vacation!From the generous lanai complete with gas grill, you’ll be awed by the majestic scenery and tropical...
Affordable Luxury @ $300-370 a Night - Golfer's Paradise!
The Golf Villas at Mauna Lani places you in the midst of this legendary and hallowed land. Imagine gently greeting the day from your lanai - 100% Kona coffee in hand - and gazing out as the early sun rises over Mauna Kea, the tallest mountain in the Hawaiian Islands....
Haupu Hale at Poipu: Luxury Home w/ Golf Course View
Welcome to Haupu Hale by Gather, your luxury vacation retreat in sunny south Kauai. Located in the upscale Wainani at Poipu community, this modern island-style home, built in 2021, offers the perfect blend of elegance, comfort, and convenience. With expansive views of...
Makena Surf E302 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf E302, an exquisite ocean view vacation condo that perfectly blends antique charm with modern luxury. Spanning 1,038 sq. ft., this stunning third-floor suite features two beautifully appointed bedrooms, ensuring ample space for relaxation. As you...
Don`t miss out on This Amazing Home for your vacation.
3 Bedroom, 2 bath, one level Home . Great kitchen with 6 gas burner stove and double ovens, and fully equipped. Pool is perfect for children of all ages. Pool is salt water also!This Great Home is available now for your Vacation. Located within 1 to 3 miles to some...
Ko Olina Beach Villas B107: Luxurious Beachfront 3-Bedroom Villa
Welcome to Ko Olina Beach Villa B107 by Gather, a stunning 3-bedroom, 3-bathroom beachfront retreat offering the perfect blend of comfort, elegance, and island charm. Located on the ground floor with direct access to the resort pool and sweeping ocean views, this villa...
Kona Oceanfront Penthouse Condo: Remodeled, AC, Crashing Waves, Sunsets, Turtles
This desirable air-conditioned oceanfront penthouse unit (with elevator) features spacious open beam ceilings and is only 30 feet from the gentle surf lapping directly below the lanai, where surfers launch into the spectacular blue waves of Banyans Beach, one of...
Maui Sunset B123 Beachfront, Ocean View, Ground Floor Families! Pool! 3 Bedrooms
- Tastefully appointed, ground-floor, oceanfront condo. - Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours.- 3 bedrooms with sleeping...
You'll Love The Ocean Views! 5 Star Hospitality! Hoʻokipa at Wailea Ekolu.
ALOHA!Start your day with coffee and beautiful ocean views from the lanai, and finish the day watching amazing sunsets!Immerse yourself in the warmth of Aloha at Our Maui Condos - Ho'okipa at Wailea Ekolu Village. Discover the true meaning of Hoʻokipa, which means...
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
IMPORTANT: Hawaii Senate Bill 1396 (SB1396) has been signed into law by Governor Josh Green. The legislation, signed on May 27, 2025, increases the state's transient accommodations tax (TAT) and introduces new fees to fund climate change mitigation and environmental...
Luxury condo at Golf Villas J23, upgraded appliances, soaking tub and BBQ
Relax in paradise at this luxury Golf Villas condo at Mauna Lani. This three-bedroom, two-bath home, has everything one needs on a Hawaiian vacation. Enjoy the grill outside, beach gear in the garage, and stunning golf views from the lanai.Enjoy the open layout of the...
Ocean views and built-in desk in a bright condo
Nani Kai Hale 404 is a 1 bedroom, 2 bathroom condo featuring amenities such as an ocean view, a private lanai, and air-conditioning. Located on the 4th floor, this unit can accommodate up to 4 guests with a King-size bed in the bedroom and a Queen sleeper sofa in the...
Oceanfront Lae Nani #533, A/C throughout Condo!!
Once you enter, you will be greeted by a breath-taking view of the ocean. Our 3rd floor walk up unit is breezy with trade winds and relaxing with soothing ocean sounds. For your comfort, there is AC throughout the condo for those hot summer days. The lush tropical...
Pili Mai 3B: Luxury Condo w/hot tub & pool, near beaches, golf & dining!
Able to comfortably accommodate up to 10 guests, this rare four-bedroom brand new Pili Mai condo with 3.5 baths is adjacent to the breathtaking Kiahuna Golf Course and minutes to beaches. It features mountain views, central air conditioning, included access to a lovely...
Spring/Summer Fill in Special 249/nt Updated Designer Condo w/ Ocean Views
Welcome to Grand Champions 79! Located in the lush Wailea resort area, this 1 bedroom/two bath villa has been completely updated with new furnishings, a plush new King sized mattress and a fresh paint job. Once you step inside the professionally designed bottom floor...
Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split AC
Undoubtedly one of the premiere units at the highly rated Kamaole Sands Resort, this newly remodeled luxury condo, Kamaole Sands 2-406, features every imaginable upgrade. AC in the living room, views of the ocean fronting Kamaole III Beach, and elegant, comfortable...
Oceanfront in Punaluu, sleep to the sound of waves!
This is the most perfect white sandy beach and welcoming turquoise water on the North Shore and perhaps the whole island of Oahu, where you can snorkel all day protected by the reef. You can float for hours, stand up paddle or kayak. Lounge chairs are provided in the...
Private and Sweet Wailea 1 BD+2 BA Grand Champions Villa
Bldg. - 6 - Unit#54 - New Furniture! New personal amenities! new soft goods! An impeccable 1 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. Wailea Grand Champions Golf Villas is in the heart of the Wailea Resort Community in sunny South...
Location Location Location! Kapalua Ridge Villa 812 - Quam Properties
Welcome to Kapalua Ridge Villa 812, where Hawaiian charm meets modern comfort. This spacious and beautifully appointed condo offers sweeping ocean views from every room and lanai, making it a perfect retreat for your Maui getaway. This two-bedroom condo features...
Villas By The Cove, Villa 1 · Go for an Ocean Swim From a Fun Beach Villa
Villa 1 at Villas By The Cove is an ocean view 1 bedroom Villa Suite located just steps from two of South Maui's most popular white sand beaches. Newly remodeled, and conveniently located, this 600 sq. ft. single story 1 bedroom villa offers ocean views, privacy and...
OCEAN VIEW CONDO|QUIET COMPLEX|WIFI&AC
Kona manager Isle Complex,74 units,library and meeting room with WIFI and on-site manager.This second story condo is second from the end,near ocean front. The lanai gives the visitor a wonderful view not only of the ocean and palm trees but the beautiful garden area and...
Once-In-A-Lifetime Ocean Views From All Rooms! Aloha Galore! Discount for 7-nts!
Aloha and E Komo Mai (welcome)!Our Hale Makai ('Ocean house') is a spectacular home at a great value. A rare corner unit with gorgeous 180 degree ocean views from all rooms and the wrap-around lanai, we invite you to come here, relax and enjoy the aloha that our...
Treetop Studio 2nd floor, corner unit
This studio offers private lanai and kitchenette with sink, full size fridge and microwave. King size bed, and remodeled bathroom with walk-in shower. This is a corner unit and is quiet with no roads nearby. * Ideal for those who want to have breakfast and/or lunch at...
Kauai's North Shore Home Near to Hanalei
Say Aloha to your home away from home on Kauai’s breathtaking north shore! Creating the perfect balance between luxury and comfort, this four bedroom four bathroom custom built home will fulfill all of your Hawaii vacation dreams. Beautifully landscaped flora and...
Includes Hilton Waikoloa Pool Pass for stays for 2025. Waikoloa Beach Villas E4
This vacation rental is professionally managed by ResorticaHawaiWaikoloa Beach Villas E4Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Full Size Bed and One Twin BedGuest Bedroom Downstairs: One Queen...