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.
Hale Maile, Adorable, beautiful Hanalei home TVNC#1352
Welcome to your dream getaway at Hale Maile in Hanalei—an adorable two-bedroom, two-bath home nestled in the heart of Hanalei, a paradise on the island of Kauai. Prepare to be enchanted by the undeniable charm, comfort, and beauty that awaits you in this delightful...
THE GRAND ISLANDER BY HGVC, 2br Premier Ocean View Condo
This two-bedroom, two-bathroom ocean view suite with balcony features a master bedroom with king-size bed, 50-inch flat-panel HD TV and spa-like bathroom with a sleek shower, a deep soaking bathtub, private water closet with bidet seat and elegant vanity area. The...
Fairways 402- Mauna Lani Resort-Private Beach Club Access-Golf Course Front-3 BR
Welcome to our 3-Bedroom Villa within the exclusive, Fairways at Mauna Lani community, located on the North Francis I'I Brown golf course and within walking distance to The Shops at Mauna Lani, Auberge, and the Fairmont Orchid Hotel. Fairways at Mauna Lani 402 is...
Maui Resort Rentals: Honua Kai Konea 402 – Direct Ocean Front 3BR w/ B.B.Q on Wrap Around Balcony
Upon first entrance to Konea 402, your senses will acknowledge that you've chosen one of the finest three bedroom direct oceanfront residences that Honua Kai has to offer. ALI'I (Hawaiian word for 'royalty') residences offer the largest 3BR oceanfront floor plans for...
Stunning, majestic, oceanfront location, with an unmatched view. Hilo 2 miles.
Simply put, this property sits on one of the most gorgeous ocean-front locations in East Hawaii. Unlike other ocean-front homes, you will not need to walk to the end of a yard to appreciate the Pacific waves. Here, you will feel as if you are on a ship. Simply step out...
3 bedroom Villa with golf discounts
Aloha! Welcome to our 1800 sqft Hawaiian style 3 bedroom, 3 bathroom villa at the Waikoloa Beach Resort Fairway Villas. Situated on the 4th hole of the Lakes Course overlooking Kings' Lake, Kings' Shops, with sunset skies and moonlit nights.The Resort has a beautiful...
NEW! Volcano Tea House Cottage 2-HotTub-FirePlace
NEW LISTING 6/2025! Welcome to The Volcano Tea House Cottage 2, located just 6 minutes from Hawaii Volcanoes National Park. The original Tea House was established in 2014, and it inspired us to build and design another Tea House in the same neighborhood. The home has...
May is a Great Time to Play on Maui ~ NICE OCEAN FRONT Villa ~ Newer AC ~ Platinum Maui Vacations
OUR PICTURES REALISTICALLY REPRESENT; (taken in 2018)Hawaii State Tax ID # TA‐183-831-8080-01Aloha! Welcome to another Exclusive member of the Platinum Maui Vacation Ohana! All villas in this program are given Hawaiian names. This Kapalua Bay Villa has a unique hybrid...
306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.
STVR-19-347215. This is a direct oceanfront corner unit with one of the largest lanais in Kona. The unit was recently remodeled with a new kitchen, bathrooms, living & dining areas, as well as the bedrooms. All new appliances in October 2023. Air Conditioning and vinyl...
Updated Kamaole Sands Condo
Desirable Kamaole Sands condo - across the street from Kam III beach. Great walkability – restaurants, groceries and amenities nearby. The home has been recently updated and refurnished to make for an enjoyable stay – new mini-split a/c, refreshed bathrooms, updated...
Sweeping Ocean Views, Very Private Cottage
Charming 1930's Authentic "Hawaiian Paniolo" bungalow on our private ocean view ranch. Less than a mile from the shore line with 180º sweeping ocean, green pastures and Maui views.Our historic bungalows are stocked with everything you need to enjoy your home away from...
DIRECT OCEAN FRONT W/BIG VIEWS... Kapaa Sands
Centrally located on east coast of Kauai, commonly known as the Royal Coconut Coast. If you have found this property you have found a jewel. No other coastline provides you with central access to both north and south shores; no other coastline provides you the famous...
Exquisite — Well Stocked — Great Location — Comfortable — Updated
This exquisite 3-bedroom, 3-full bath villa is located on the 10th hole of the prestigious Mauna Lani South course. While relaxing on the main lanai or the owner's suite lanai you will be amazed by the 180-degree view of the golf course, the evening sunsets, and the...
Wailea Ekahi Village 10F - 1 Bedroom Garden View Condo
Wailea Ekahi Village 10F is a premier vacation rental located in the heart of Wailea, Maui. This one-bedroom, two-bathroom condo is part of the Wailea Ekahi Village, a low-density community set across 34 acres of meticulously landscaped tropical gardens. The condo...
"Sunsational" Penthouse-Grand Ocean Views in TopSpot over Beach-for Two to Four
NEW Christmas week opening now available! Enhance your island experience with breathtaking views at every turn while enjoying lavish extras and carefree upscale comforts in this exceptional private oceanfront penthouse! Overlooking its crescent shaped beach, this...
THE Best Ocean Views! Modern, Beach, Pool, Whales, Views! Video Tour!
**Welcome to Kihei Holiday #220 – Your Oceanview Retreat in the Heart of Maui**Indulge in island living at **Kihei Holiday #220**, a newly renovated, top-floor condo offering panoramic ocean views, elegant design, and the laid-back charm of South Maui. Perfectly...
Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.
Newly renovated villa from top to bottom. A 3 bedroom, 3.5 bath luxury villa conveniently located in the heart of Hualalai Resort overlooking the 15th hole of the Jack Nicklaus designed Hualalai Golf Course. Ground floor single level floor plan features a spacious lanai...
STUNNING REMODEL-LARGE LANAI-AC THROUGHOUT-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of February 2018. Everything in the condo is brand new and finished with high end materials. This condo is managed by PMI Maui, a local Real Estate Brokerage that...
TVNC-1198: Near the Bay... a Great Getaway... Visit Us Today!
NOTE: This transient vacation home is located in the tsunami evacuation zone. TVNC-1198 / TMK: 5-5-01002067R-4/ Tax ID# TA-140-845-6704-01/TA-005-027-2256-01/GE-140-845-6704-01/GE-005-027-2256-01: Walking distance to beautiful Hanalei Bay or to quaint Hanalei Town, our...
Trivett Oceanfront Estate: 5BR Luxury Retreat in Kailua-Kona
STVR- 19-365146NUCR 20-1787TMK - (3) 7-5-005-096GE/TAT - 051-694-0288-01Transcend paradise with our absolute oceanfront 3 story 5 bedroom home located only blocks to Kailua-Kona town and within a guarded gate community of luxury estates. Your private oceanfront setting...
Waikoloa Colony Villas 1404 Townhome, Central AC & Resort Amenities!
Discover the charm of Waikoloa Colony Villas, one of the Kohala Coast’s best-kept secrets for its live-ability, privacy, and exceptional value.This two-story 2-bedroom, 2.5-bath townhome offers 1,446 sq. ft. of interior living space, soaring 18’+ ceilings, and an...
Unrivaled S Kihei Maui location! Walk to it all!
This home away from home contains everything you will need for a memorable getaway— including beach chairs, cooler, umbrella, beach towels; fully stocked kitchen including NEW dishwasher and refreshed cabinets and lighting; beach vibe abounds in the living/dining room...
Honolulu Condo for Rent Steps to Kahala Beach
Ask owner about available dates/rates. The perfect studio for a couple on their Hawaiian get-away who want to live like locals during their stay. Please inquire about your specific dates and we can try to accommodate your stay. This beautiful and spacious studio with 1...
North shore Kauai w/AC & pool, near beaches
Whether you are coming to Kauai to golf, surf, snorkel, the beaches, Hawai'iana, or just relaxing, you'll not find a better place at this price (Standard Occupancy is 2*). Perfect for two, Hoku Lani, is located close to the entrance of Princeville giving you easy access...
Dazzling Waikiki Studio+KIng Bed
See reviews at airbnb.com/h/ms2011.This amazing studio has been fully renovated and tastefully decorated for a bright and airy atmosphere. Features a king-size bed, full kitchen, large shower, and the essentials for a comfortable getaway.Enjoy great views of the ocean...
Wailua Hideaway - One Bedroom Stream-Side Apartment
NOTE: For Kauai travel requirements due to Covid-10, please visit: https://Kauai.Gov/Covid-19The Wailua Hideaway vacation home borders the Opaekaa Stream just behind Sleeping Giant mountain on Kauai's East side, in the Wailua Homesteads just minutes from Kapaa town....
Ocean Front Estate, *Private Pool*, Exclusive Beach Frontage
Live the dream at this oceanfront gem, with wide beach frontage and an inviting courtyard pool that beckons you to experience the ultimate Hawaiian retreat in style. Kick off your shoes and step barefoot off your expansive covered lanai onto a sprawling oceanfront lawn,...
Farm House with Ocean Views! #BBPH 2021/001
Our two bedroom farm house has a very unique feel with detailed craftsmanship (built by the owner). The home is 1000 square fee. It has an open concept with a 500 sq. ft. deck and views of the ocean, mountains, and our farm. We have goats and plenty of fruit trees. We...
Prime Beachfront location at Lae Nani ~ Best of the Best !!
Please know we are awaiting your arrival at Lae Nani and have taken extra precautions in our cleaning methods with Covid infection in mind. Are you ready to relax?! Come to Kauai and stay at Lae Nani 513! Whether you want to lay on the beach all day, or explore the...
K L V R Welcomes you to 4 Luana Garden Villas Building 11 in Oceanfront Resort
Kaanapali Luxury Vacation Rentals welcomes you to our beautiful Luana Garden Villas at the Honua Kai Resort.This listing is for “four” separate neighboring villas in one building, which is perfect for a multi-family vacation. Luana Garden Villas is the final phase...
Mokihana House Kauai - 5-bedroom House with Mountain Views, Pool, Tennis and AC
It's the perfect time to discover the beautiful Island of Kauai where you can surf, snorkel or paddleboard at the world-famous Hanalei Bay (always ranked top 3 beaches in the world) and hike along the Napali Coast! The Mokihana House has everything: air-conditioning,...
Experience the Magic of Maui at Ekahi 13C
Our remodeled and continually updated South Maui condo sleeps up to four guests and has a lovely greenbelt & ocean view in a very private setting close to one of Ekahi Village's 4 pools. Ours is the perfect place to find the peace and tranquility that is Maui.This...
Marriott KoOlina Beach Club, Beautifully appointed studio with kitchenette.
Please choose a Friday through Sunday check-in for a seven night stay. Quotes are based on resort/Island views. Please ask you agent if you are requesting an alternate view. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty...
MAY SALE - Top Floor Oceanfront 2 Bed/Bath En Suite Style
This beautiful top floor condo is located in the 80 unit complex of Kanai A Nalu (Unit #419) and features all the comforts of home overlooking Maalaea Bay, Haleakala, Kihei, and all of the South Shore with Maalaea Beach just steps away! Miles of unbuilt sandy beaches...
EXCLUSIVE 2BR +3rd room at Kaanapali Beach G206
A reconfigured residence with spacious wrap-around covered lanai. First bedroom with King bed and ensuite private bathroom, second bedroom with Queen bed with full bathroom. 3rd room has a comfortable Queen bed and half bath. Please note the 3rd room has no closet or...
The Lodge at Kukui‘ula - Bungalow 8
Discover the luxurious Lodge at Kukui'ula Bungalow 8, a stunning one-bedroom retreat nestled in the heart of Kaua'i's most exclusive resort community. This meticulously designed bungalow offers guests an intimate and sophisticated Hawaiian getaway, blending contemporary...
Hale Kai Malia – Ocean & Mountain View Luxury in Kukui‘ula
Superbly stylish in every way, this 4BR/4.5BA South Shore showplace offers all the luxuries you’d expect in a glamorous Kukui'ula villa—tropical charm, abundant space, elegant furnishings, expansive ocean-and-mountain views—and many delightful surprises as well....
FULLY RENOVATED UNIT. 3 BDRM, 3 BATH SLEEPS 8. PERFECT FOR GRANDPARENTS
Beautiful 3 bedroom 3 full bath in Keauhou's newest complex. Na Hale O Keauhou is the most sought after rental because you get resort style living right in the heart of Keauhou. H6 is located in the most private location with no pool or traffic noise from this unit. You...
Relax and Enjoy! Five Star Accommodations at Affordable Rates!
If you are adventurous and free spirited, but still require all the amenities a luxury rental home has to offer then Pu`uhonua ('Place of Refuge') is the place for you. Experience tropical Hawaii at it’s finest in this unique pole house nestled just above Kealakekua...
🏖️One of the best locations at Waikoloa Colony Villas | Includes Concerige | vrKCV
vrkcv-Waikoloa Colony Villas 1702. Professionally Managed by Kona Coast Vacations.Luxurious 3 Bedroom Villa with Stunning ViewsWelcome to your dream getaway at Waikoloa Colony Villas! This freshly renovated 3-bedroom, 2.5-bath villa offers a perfect blend of modern...
Wavecrest Molokai - Oceanfront and Private
The 2nd floor A building location is by far the best in all of Wavecrest. Closest to the water, less noise / more private than first floor, below the palm fronds for the best views. Also, you can see the pool from the lanai to decide when to go.We have our own dedicated...
Maui Sunset B112 Ground floor one bedroom
Ground floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior. New Flooring throughout 2023. Doesn't get any better. Large private condominium apartment at the resort condominium complex...
Maui Sunset Oasis- Top Unit w/AC
A stunning oceanfront sunset condo in Kihei! This updated top unit 2-bdr, 2-bath with AC offers stunning sunsets from manicured grounds. Step onto the private lanai to unwind and enjoy panoramic ocean views! Take a dip in the pool or stroll to two beautiful beaches....
Ocean Breeze Haven – Kaha Lani #211
Beachfront Resort | Ocean Views | Gentle Breezes on the Coconut Coast________________________________________Location, Location, Location | VIDEOHere is a new video of the inside and out NEW VIDEO INSIDE• Centrally located on the Coconut Coast with direct beach access...
North shore Maui ocean view B and B room 2
Holomakai B and B is a vacation rental with three bedrooms for rent individually on Maui’s north shore. Each room has a private bathroom, ac, tv and WiFi. The rest of the house, the entrance, fully equipped kitchen, living room and spacious ocean view lanai, are all...
Beautiful Ocean View - - 2BR/2BA Unit 353
You will have the ultimate vacation when you stay in this spacious two bedroom condominium. Unit 353. Beautiful ocean view and completely renovated! All granite counter tops and stainless steel appliances. Luxurious baths with granite, ceramic tile, a bathtub, and walk...
Oceanview + Beautiful Gardens + Oceanfront Kona Makai
Hawaii STVR License: TA-146-953-6768-01 & GE-146-953-6768-01Crashing waves lull you to sleep in our OCEANVIEW Very spacious 670 sq. ft. 1 bedroom condo! Steps to the waterfront at the tropical OceanFront Kona Makai. Our light and bright 2nd flr. condo is perfect for...
Top Floor Beautiful Ocean View Studio
Aloha and welcome to our tropical paradise in beautiful Kauai, Hawaii!Indulge in an extraordinary couples' getaway at our top-floor ocean view studio condo in Kapa'a. Just 160 steps from our condo's front door, the beach awaits! Offering breathtaking views of the...
Papakea Resorts BEST Location - Water views, steps to ocean, BBQ & Pool!
PROFESSIONALLY RENOVATED AND DESIGNED January 2025! SAY HELLO to Papakea B109! This functional 1 bedroom is in the most ideal location. Steps to everything and has a beautiful ocean view! Living area is spacious and enjoy views of the ocean while sitting or preparing...
5D - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!n
Hawaii Tax ID: W66713090-01 Oceanfront complex, one-bedroom, two-bath, 2nd floor corner unit. This unit was offered as a rental beginning in 2016. SEE OUR MANY REVIEWSQuiet location. NO TRAFFIC NOISE (you are in paradise there should be none), very close to beach and...