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.
Stunning Oceanfront Retreat, Kahana Reef 218
Direct oceanfront unit in a highly desirable location right in between the popular areas of Kaanapali and Kapalua. When you sit on the balcony, you have panoramic views looking out to the islands of Lanai and Molokai. You will also see whales and sea turtles and have...
In Town Ocean View Condo-Walk to the Beach, Shops, Restaurants and Bars!
This top floor condo is spacious with open beam ceilings and an ocean view. It is located in the center of Kailua Kona. You can walk to the pier, to restaurants, shopping, even the bank and the grocery store are nearby. The condo has two bedrooms with California King...
Akala Pua Cottage By Parrish Kauai - great location in Poipu!
Akala Pua is a lovingly cared for three bedroom home within walking distance to two popular South Shore beaches in Poipu. Lawai Beach is to your left and Baby Beach is to your right, so choose your direction and in 200 plus yards you will enjoy the sun and sand. Distant...
Ocean front Quiet Top Floor Maalaea Kai
Welcome to your top-floor oceanfront getaway in peaceful and centrally located Maalaea Bay, Maui. This bright and breezy condo offers the perfect mix of comfort, convenience, and unforgettable views — ideal for couples, families, or small groups looking to unwind and...
Villa Sky@Poipu Kai, Resort Amenities, Sunset Walk To Beaches & Restaurants W/AC
VILLA SKY @ POIPU KAI, NO ADDED FEES! This Bright, newly renovated, Island Chic condominium is in the heart of Poipu Kai Resort. A short stroll along a beautiful Green Pathway to Poipu Beach & 3 more Beaches. Great top floor location is unbeatable with the high vaulted...
One-of-a-Kind Octagonal Home in the Rainforest - 2BD/2BA Near Hilo & Volcano
Paradise awaits you at this cozy, Big Island getaway. Boasting lush, tropical grounds, a wraparound lanai, private gas grill, and a large outdoor dining table, you'll have everything you need to relax over your favorite tropical meal.Welcome to your slice of paradise at...
Gorgeous Diamond Head Views from 34FL with Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Ilikai Hotel - Waikiki City Lights! Full renovations to be completed 12/2023!
The condo has been fully gutted and will be modernized and styled for your comfort. New appliances, open kitchen, brand new furniture!Enjoy the Hawaiian breeze from the mountains and watch the city from the condo. Added bonus, this unit comes with a washer +...
Spacious home w/ AC, lanais, shared pool, hot tub, & views of Makai Golf Course
Nihilani 21COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'There's something simply magical about the Garden Island of Kauai that speaks to people throughout the world. It's all...
Romantic Tropical Retreat, 150 yds from the Ocean!
Kona Dreams sleeps 4 adults. Walk 150 yards to the ocean. 2 bed/2 bath tropical home in a quiet neighborhood. Chef’s kitchen, laundry, beach gear, use of kayak. Free phone, wireless, off-street parking. Hiking and beach on-site. Maid service with an extra fee.Kona...
Waikiki Banyan 1909 Amazing Views and Just Steps to the Beach
Beautiful Views of Ocean and Diamond Head, Relax on the Lanai with a tropical drink and enjoy this Beautiful view's 1 Block to Waikiki Beach. Full Kitchen equipped just like home Bedroom has a Queen and Twin Bed, Queen Sofa sleeper in the living room and a pack & play...
Unit 123, Two Bed,Two Bath, Ocean View Condo
This condo is a beautiful ground floor condo with a direct view of the ocean; Maalea harbor; west Maui mountains; and whales, during whale season, from your private lanai. You can head up to the roof top to enjoy the full kitchen, gas BBQ grills, picnic tables plus a...
Top-floor corner unit - amazing ocean views - steps to beachside pool & hot tub
Islander on the Beach 333Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
CORNER Unit with 11th Floor Waikiki Ocean, Lagoon & Marina Views! Washlet!
Ilikai Marina #1180 – 1765 Ala Moana Blvd.CORNER UNIT! Incredible panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; and stunning sunsets! Bring your binoculars!CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect...
Steps from the beach and elevated views
Welcome to Kaleialoha 310, a spacious 1-bedroom, 1-bathroom condo that offers an open concept design and ocean views from the 3rd floor. This property has elevators for easy access. Unit 310 can accommodate up to 4 guests. Rest peacefully in the spacious bedroom, which...
AIR CONDITIONING ON NORTH SHORE! 10 Minutes From Hanalei Bay!
*** Additional Fees Payable to the Resort Directly:Hawaii Transient Accommodation Tax: 1B Condo - $15.19/dayResort fee of $34.43/day for the 1B CondoThis incredibly quiet, family-friendly resort is perfectly situated alongside the Makai Golf Course. The resort is a...
❤️PiH❤️ ENDLESS SUMMER ★Big Golf Discounts★Heated Pool&Spa★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Endless Summer Villa, a part of our Hawaiian Luxury Collection. Endless Summer Villa at KaMilo is a wonderful large single-level 4 bedroom, 4 1/2 bathroom home that includes three bedrooms in the main house,...
Spacious Kauai townhome w/ pool & hot tub - close to world-class beaches
Nihilani 25COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-story townhome with three bedrooms and a den feels open and spacious thanks to its many windows, floor-to-ceiling...
Oceanfront 2 bedroom suite in Sunny Kihei
Third floor ocean view easy access to tropical gardens and the ocean beyond. Large private view deck and renovated interior. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 2 bedrooms with private attached...
Maui Kamaole 2 Bedroom Corner Unit J101
Welcome to one of the rare ground floor 2 bed/2bath den units, offering extra side windows and even an extra lanai off the master bedroom. Indoor/outdoor living is what we love about our tropical home, with 3 lanais you can always find a quiet piece of paradise here....
Palms at Wailea 901 - Luxuriously Decorated Spacious Unit w/ Large Private Lanai
Hawaii Tax ID: TA-144-497-4592-01 QUIET PRIVACY IN PARADISE The Palms #901 is a luxurious one-bedroom two-bath ground floor villa tucked away in a private and quiet corner in one of the nicest locations on the property. Often the only sound you will hear is the waves...
Kiahuna Plantation With View of Ocean
Our condo is located on the sunny, south side of the beautiful island of Kauai in the Kiahuna Plantation Resort. We are located in Building #19, Unit #131 which is upstairs with no vacationers above you. It is situated on the property where parking is ample all day....
🏖️Walk to Restaurants | Full Kitchen | Concierge Included | vrKCV
vrKCV - Waikoloa Beach Villas O3 - Professional Managed by Kona Coast VacationsWelcome to Waikoloa Beach Villas – Your Hawaiian Paradise Awaits!Nestled within the renowned Waikoloa Beach Resort, this stunning 2-bedroom, 2-bathroom ground-floor condo offers a serene...
Ground-level condo with lanai, lagoon pool, hot tub, W/D & beach access
Maui Kamaole B106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Oceanfront 2BR/2BA Condo: Stunning Views, Prime Location!
This spacious 2-bedroom, 2-bathroom condo along Alii Drive offers incredible direct Ocean Front Views and has been newly updated in 2022. Get whisked away into your tropical vacation at Kona Nalu, a private and oceanfront property. Here's what you can expect from this...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Ocean view | 1-Bedroom Condo with Panoramic views! KBV-15B3
** 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...
Ground-floor condo with loft, garden patio, upper deck, 2 pools, hot tub, tennis
Manualoha 501Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautifully situated among rustling palms and verdant tropical greenery, this one-bedroom plus loft condo brings both...
Hilton Waikoloa Pool Pass thru 2025. Golf Discounts. Waikoloa Fairway Villa D4
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas D4. Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom : Queen BedLiving Room: Queen Sofa BedHilton Pool Pass: Valid for stays...
Renovated Adjoining Waikiki Studios w/2 Full Baths, Kitchen and Ocean View
The condo is centrally located within walking distance to the beach, shopping and restaurants. Walk to the beach, convention center, mall, shops, restaurants, and other Waikiki attractions from this spacious and newly renovated condo. The condo consists of two adjoining...
Wailea Ekolu Village 1205 - 2 Bedroom Ocean View Condo
Wailea Ekolu 1205 is a two-bedroom, two-bathroom ocean view vacation residence that comfortably accommodates four people. The sweeping ocean views beyond the Wailea Blue Golf Course and lush tropical landscaping make this private vacation home feel truly idyllic. The...
Tiny Brown Cottage Farm Stay, Farm Cottage W/ Sunrise & Ocean Views
Hamakua Sunrise Cottages offers a perfect tropical country escape, on Hamakua Coast. Set in natural surroundings Tiny Cottage w/ ensuite bathroom & kitchen provides comfort & relaxation. Expansive ocean Views with Sunrise, local waterfall adventures & picking fruits...
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
If you’re seeking the tropical getaway of a lifetime, look no further than this amazing oceanfront Kailua-Kona vacation rental condo, complete with mesmerizing sunset views over the Pacific! With 1 bedroom, 1 bathroom this unit is the perfect size for a couple out for...
Maui Resort Rentals: Honua Kai Hokulani 213 - Rare Interior Courtyard 1BR w/ Partial Ocean Views
Hokulani 213 boasts a prized location as one of only three inner courtyard one bedroom suites available for rent by owner at Honua Kai. Enjoy this rarified vantage point with delightful views of the lush interior courtyard and the deep blue Pacific Ocean. The kitchen is...
PK B405 Spacious 3Bedroom at OceanFront Resort w AC
Papakea B405 Recently Remodeled With Oceanview Amazing Location Perfect for Families FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
Kamaole Sands - 3BR/2BA, Ocean View- AC unit- great location
This is an elegant island-style 3 bedroom, 2 bath, deluxe end unit suite. It is located on the ground floor with partial ocean view and 2 lanais with secluded lawn areas that feel much like having your own backyard. There is an enlarged dual shower in the guest...
Walk to Beach: West Maui Condo w/ Lanai & Pool!
Let the Trade Winds take you across the Pacific and escape to the Valley Isle for a piece of Hawaiian paradise! This 2-bed, 2-bath vacation rental condo features updated finishes and decor throughout and a community pool. Spend time exploring the Ka’anapali coast and...
Delightful condo 2-bd condo close to the beach
Island Sands 105 is a 2-bedroom, 2-bathroom ground-floor condo that offers easy access, 1 window A/C in the living room, and a private washer and dryer. This property has elevators for easy access. Unit 105 can accommodate up to 6 guests. The master bedroom offers a...
Beautiful Quiet Unit Steps From Maui's Finest beaches
Aloha from the beautiful valley isle! We are proud to share our little slice of paradise with you and your ohana. This unit is located directly across the street from Kamaole Beach park II located in KIHEI KAI NANI. There are restaurants, shopping and endless activities...
Kailua Village #201: 2nd Floor, Corner Remodeled unit in Downtown Kona.
Looking for an incredible rental in Downtown Kona? Look no further, you've found the best property. Kailua Village#201 has an amazing location. This corner unit is Walking Distance to Everything. The Perfect Unit for 1 person or a couple looking to be in the Heart of...
🏖️Ground Floor | Central AC | Concierge Included | vrKCV
vrKCV - The Shores at Waikoloa 126, Professionally Managed by Kona Coast VacationsExperience Your Private Botanical Retreat in Waikoloa Beach ResortEscape to a beautifully furnished Polynesian-inspired 2-bedroom, 2-bath condo, where lush gardens and serene ponds create...
Beautiful Turtle Bay Condo - Kuilima Estates East
Beautiful Kuilima Estates at Turtle Bay – We’re an outstanding value priced condo located on 840 acres of landscaped gated grounds, the only tropical resort on Oahu's tranquil and iconic North Shore!Get away from crowded vacation spots with our one-bedroom condo with 2...
True Top Floor Penthouse Residence with 360 Degree Views & A/C
Legally permitted vacation rental - 2947 Kalakaua Ave #1402** For your health and safety, we utilize additional Sterilization procedures between reservations.Hovering over the ocean, and surrounded by windows, this condo has direct ocean views out of every window....
KONA GETAWAY!!nA Complete 2024 Renovation!!!!NON-SMOKING
Stay at the Kona Alii, a well known condo complex in Kailua Kona. Unit 511 has been completely renovated and is ready to host visitors in a one bedroom, two bath Condo overlooking the ocean and the parade route on Alii Drive! Enjoy brand new LG appliances including...
OCEAN FRONT Makani Sands 106 - Ideal Location - Discounted Rates & Complimentary Activities
MAKANI SANDS 106-Honokowai - Direct Beachfront - Sandy Beach - With spectacular views of the Pacific, you will have a front row seat watching breath-taking sunsets and unobstructed views of the humpback whales when in season. Pride of ownership apparent in every detail...
BEST VALUE! Partial Ocean View-Prime location-Steps to Kam II Beach-Redecorated
Aloha Welcome to Your Dream Vacation at Maui Banyan!Discover your perfect Hawaiian getaway at our beautifully updated condo in the heart of South Kihei, just steps away from one of Maui’s best white sand beaches—Kamaole Beach Park II. Whether you're here to relax or...
Amazing Ground Floor Ocean Front Unit!!! Inquire about specials; 4/21 - 6/25
This amazing ground floor, ocean front unit is not only convenient, but boasts a spectacular view and all the comforts of home. An quick an easy walk from the parking lot to the front door, this unit has the convenience of not having to take your luggage up the elevator...
Palms 7th floor studio Sleeps 4 Guests above Pool
Delightful & thoughtfully decorated Studio at The Palms in Waikiki. Have fun with the whole family at this stylish place.HD TV, Free WiFi, Dining Space and two comfortable Queen beds await you at this very popular location at the Fort DeRussy end of Waikiki.An easy...
Great location, ocean views, and tropical decor
Papakea K305 is a 2-bed, 2-bath condo on the third floor featuring stunning ocean views, a split AC system in the living room, and a luxurious master bathroom! This condo comfortably sleeps 4 guests. In the master bedroom, you'll find a comfortable queen-size bed with a...
Quiet and Peaceful Getaway on the Ground Floor and a short walk to the pool !
This is an easy access, ground floor, end-unit condo with lanai and wet bar. This condo is within a short walk to pool, hot tub, and BBQ areas. The master bedroom has a TV, king size bed, a walk in shower and opens onto it's own separate lanai. The second bedroom is...
Steps from Beach, Stunning View, A/C, Pool Access
NEW A/C UNIT! 2 minute walk across a beautiful lawn will lead you to the picturesque Kiahuna beach.✦ Beachfront w/ garden views ✦ New king bed & queen bed sleeper sofa✦ New A/C unit✦ Fully equipped kitchen ✦ Fast Wi-Fi & TV✦ Shared grass lawn w/BBQ & dining✦ Free beach...