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.
Great Sunset, Ocean and Mountain Views
TA# 124-991-6928-01 - "Ruler of the Sea"Alii Kai is a spacious 2 bedroom, 2 bath private ground floor end unit, situated on a vast tropical bluff with views of rainbows, waterfalls and famous Bali Hai sunsets. Relax on the peaceful lanai as frigate birds gracefully ride...
Spectacular Ocean Views! Nohonani 102
Amazing ocean front location just steps to sandy beach! Escape to this perfectly located ocean front ground floor 2 bedroom/2 bath that offers spacious accommodations with room for six. Primary bedroom boasts King bed and sliding glass doors that lead out to your...
Family-Friendly Condo w/Balconies, Shared Pool, Hot Tub, Garden View, Central AC
Nihilani 25BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the close proximity and easy access to the beautiful walkways of Princeville that offers this incredibly...
Newly renovated guest house with lush landscaping & gazebo
Honolulu HideawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the heart of Honolulu, this charming guest house offers a tranquil retreat surrounded by lush landscaping...
Mauna View by AvantStay | 10min to Beach, Backyard
Kick back in the heart of Makaha Valley at Mauna View, a 3BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard, this modern Hawaiian escape blends style, space, and a beautiful location to give you...
❤️PiH❤️ Mauna Kea Palms ★Ocean Views★ Stunning Mauna Kea Resort ★ Best Beaches
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Mauna Kea Palms, a part of our Hawaiian Luxury Collection. Mauna Kea Palms at the Mauna Kea Resort Kumulani complex has majestic views of golf, mountains and sea. You will be mesmerized looking at the ocean...
Surfer's Paradise: Waialua Condo Steps to Beach!
Experience the beauty of Hawaii at this cozy 1-bedroom, 1-bath vacation rental in Waialua. Relax with a book on the patio or walk to ʻĀweoweo Beach Park for world-class big wave surfing. This cozy condo also includes a flat-screen TV, a community coin laundry area,...
Experience Aloha & Amazing Sunsets At Our 1bed 2bath Front Row Ocean View Condo
Under new ownership New furnishings, New LG Picture frame A/C units with whisper quiet fans, New sofa bed with regular mattress, New Bedroom set, Watch the whales from the private lanai, new refrigerator w/ ice maker, washer drier, computer and printer for your...
Tropical oceanfront escape, steps from Sugar Beach
Discover tropical relaxation at Sugar Beach 233, a 1-bedroom, 1-bathroom, 2nd-floor oceanfront condo that offers breathtaking views of the Pacific from your private lanai and central A/C. This resort has elevators for easy access. Unit 233 can accommodate up to 4...
New Luxury Tropical Condo with AC on Kauai's Prestigeous South Shore
A new, beautiful island-style luxury condo in Poipu's Pili Mai air-conditioned condominiums on Kauai's South Shore. Enjoy an amazing Kauai vacation in your tropical home away from home at Hale Honu.Offering extensive amenities on site and just minutes away from Poipu...
Melelina Hale Large four bedroom with pool, ocean views, and AC!
Perfect for families! This house has four bedrooms and four bathrooms, two living areas, two dining areas, and TWO covered lanais. Enough room for everyone to have some space! Check out the new kitchen! New cabinets, granite counter tops, and stainless steel...
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly
The fabulous Sunset Beach House is located on a sandy beach in the sunniest part of Maui. This 3 bedroom home will be the perfect location for your group of friends or family. Enjoy your own gated luxury home right on the beach for about the same price as accommodating...
Spacious Hanalei Home, Steps to Hanalei Beach & Short Walk to Town !
Wake up in a Hanalei postcard setting at this extraordinary 3-bedroom, 2-bathroom beach home. You may think you’re dreaming when you open your eyes to picture-perfect views of Hanalei’s lush greenery and vivid blue skies outside your bedroom windows. Located in a...
Hana's Heaven - a charming 2 bedroom cottage with spectacular ocean views
Hana's Heaven - a charming 2 bedroom cottage complete with full kitchen, living room and 3 lanais. Wake every day to the sunrise and ocean expanse. Off the beaten track, this home away from home is quiet and serene, the perfect place to relax and enjoy nature. Nearby...
Kihei Hidden Gem:Prime Location, New Pool, Walk to Beach!!
Experience the sunny charm of Kihei at our cozy Maui retreat! Perfect for families, friends, and couples, our getaway is just a short walk from beautiful beaches, shops, and restaurants. With two bedrooms, a spacious bathroom, a fully equipped kitchen, washer & dryer,...
Maui Kamaole M207! Spacious 2 bdrm with A/C
Escape to paradise at this exquisite Maui Kamaole condo, where luxury meets island charm. This spacious two-bedroom, two-bath retreat boasts a soothing ambiance with its beachy décor, beautiful blue hues, and local art prints that bring the spirit of aloha indoors. The...
Luxury Townhome on Kauai’s Beautiful North Shore
Welcome to Nihilani on Kauai's Lush North Shore. As a guest in this charming townhome, you will enjoy the privacy of two lovely lanais, two separate living areas (with a coffee bar/kitchenette in the downstairs living space), two bedrooms, two and a half baths, a two...
The Ohana Cottage is perfectly situated in Hilo town close to all amenities.
Embark on your dream vacation at this enchanting two-bedroom, one-bathroom cottage nestled in the tranquil Hilo District of Hawaii. Perfectly blending authentic island charm with modern comfort, this cozy retreat invites travelers to experience the unparalleled spirit...
Stunning Ocean Views! Plan your Summertime getaway today!
If you're looking for the perfect place to spend your next (or first!) Hawaiian vacation, then you need look no further!Considered to be one of the best locations in the ONLY oceanfront condominium community in Mauna Lani, you quickly appreciate the view before you; as...
Lanai + Ocean Views: Secluded Holualoa Retreat!
Outdoor Dining | Fruit Picking On-Site | Short Drive to Snorkeling & BeachesSeeking a serene Hawaii escape? Look no further than ‘Lilikoi Inn!’ With stunning ocean views and a prime location just minutes from the shores of Magic Sands Beach, this 2-bedroom, 2-bath...
Kona coffee estate in Holualoa
Kona Coffee Estate Guest Apartment with Ocean and Garden ViewsOur estate is situated on the slopes of Mt. Hualalai on the Big Island of Hawaii. We are located just 15 minutes from the Kona Airport, 10 minutes from the quaint coastal town of Kailua-Kona, 10 minutes from...
Penthouse, 11th Floor, Sunset Side, Beach Tower, Panoramic Ocean View
Our unit in the Beach Villas at Ko Olina is located on the top 11th floor of the Beach Tower. The Beach Tower is one of two towers in the Beach Villas and is the one located closest to the water). The panoramic views of the water, sand beach, and even mountains are...
Direct Oceanfront Maui Studio,Romantic,Breathtaking View from Huge Private Lanai
Welcome to my Oceanfront studio, which is literally 50 ft to the water. Wake up to a breathtaking oceanview, take it all in from the spacious lanai, fall asleep to the sound of the ocean every nightRecently upgrade the TV to a 55inch Smart TV, which works w/ Apple...
ALA 38 Beautifully Renovated 3BD w/ Partial Ocean Views in Gated Oceanfront Community
Alaeloa 38 NEW LISTING Experience Your Next Amazing Family Vacation on Maui from this Newly Renovated Home in a Private, Gated Oceanfront Neighborhood!REE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*:...
Create unforgettable memories in this Modern Family Friendly Villa in KoOlina!!
Choose to spend your days on the Ko Olina Championship golf course or at the Marina; relax at one of four breathtaking sandy lagoons, pamper yourself at the award winning Four Seasons Resort and Spa; spoil the kids at Au’lani Disney Resort or explore the rich culture...
1 bedroom at Honua Kai Mountain view remodeled April 2023 King Bed, Central AC
Fully remodeled in April 2023, this upscale and spacious one-bedroom retreat awaits you. Unit # is 626 on the 6th floor of the Hokulani tower. Enjoy all the amenities the Honua Kai resort has to offer, freshly prepared meals in your fully stocked kitchen and a cool,...
Luxurious Wailea Ocean Vistas
Summary:Completely remodeled (Dec 2022). Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful...
West Maui Ocean Front Resort Papakea Penthouse K-401 2Bed 2Bath with A/C
We invite you to experience one of Papakea's finest top floor, end units K-401. (Fun Fact: Papakea means crest of the wave in Hawaiian) This penthouse unit underwent a complete renovation in 2022. Each bedroom features a beautiful queen size bed with premium Purple...
Tropical Garden Condo with AC and pool
Spacious, ground floor condo on the famous north shore - Princeville. 2 bedroom / 2 bath, 1500 sq feet. Lush, tropical landscaping! Huge private wrap-around lanai with lush landscaping, 4 sliders & walls of glass. Mauna Kai has the largest pool in the area! Grill on...
Kaanapali Alii | 3102
Welcome to your tropical paradise at Kaanapali Alii 3102, a luxury vacation rental offering a serene escape for your next getaway. This one-bedroom condo with partial ocean views is perfect for families or friends seeking a relaxing retreat. The property boasts 1,544...
OCEAN VIEWS-EXCEPTIONAL NEW REMODEL-AC-GREAT BEACH ACCESS-METICULOUS CLEANING
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of December 2019. Everything in the condo is brand new and finished with high end materials that you would be hard pressed to find in a rental unit. This condo is...
4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach
Discover the breathtaking Wailea area in Kihei and indulge in top-notch tropical life at this lavish four-bedroom holiday house. Nestled just minutes away from the pristine Wailea Beach and the vibrant Shops at Wailea, this property offers the perfect blend of...
Indulge in Luxurious poolside living: Ground Floor Condo in Waikoloa
Upgraded Ground-Floor Villa | Steps to Pool & BBQ | Walk to Shops & BeachWelcome to Waikoloa Beach Villas D2, a beautifully upgraded 2-bedroom, 2-bath ground-floor villa in a private gated community on the Big Island. Just steps from the resort-style pool, hot tub, and...
❤️PiH❤️ SLICE OF PARADISE ★Stunning Garden Views★Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Slice of Paradise Villa, a part of our Hawaiian Luxury Collection. Slice of Paradise at KaMilo is a wonderful 4 bedroom home (Mahina Model)We pride ourselves on providing some of the most sought after homes on...
Kiahuna Condo Unit 155 - A/C Living Room & Bed Room, Private, Perfect Location
Kiahuna Plantation Resort, on Poipu Beach, is one of the most popular destinations on Kauai. The property offers 35 acres of tropical gardens, lawns, and beachfront along with the famous South Shore sunshine. Kiahuna Unit #155 is a second story (top floor) one bedroom...
Hale Ho'okipa: 2 Homes / 2 Pools in Poipu - Sleeps 16
Gathering of the clan? Extended-family reunion? Or just an amazing shared adventure? Whatever the occasion, this beautiful 7BR/5+BA compound, with ample space for 16+ guests, offers blissfully comfortable accommodations for a large, congenial group. Two impeccably...
Escape, Relax, Renew 🌈 Hilton Pool Pass included!
E komo mai! Welcome to the Big Island! Our spacious and updated condo is the perfect place to relax and enjoy all the amenities and adventures of the Big Island.Two bedrooms and two full bathrooms--one of each downstairs--makes this an ideal family retreat. There is...
Enjoy the View - Listen to Nature - Hanalei Bay Villa #37
Haleakamanu is a free-standing, two-story villa in Hanalei Bay Villas offering spectacular views of Hanalei Bay, the mountains of Hanalei Valley, and the lush tropical canopy below. This home provides the perfect balance of privacy, comfort, and natural beauty, all just...
Private Renovated Manoa Cottage
Go back in time to this renovated 1950's Hawaiian Cottage located in luscious Manoa Valley on the Island of Oahu. Lounge indoors on mid century Hawaiian koa furniture or outdoor on either the dining patio or the sitting patio. A short drive to shops, restaurants,...
Luxury Mauna Lani Home, Family Friendly, Golf, Private Beach Club, Walk to Shops
Deluxe Two-story Town House with Lanai Partial Ocean View, Triple Suites and Garage.We invite you and your loved ones to experience the vacation of a lifetime in our elegant yet comfortable island home. The Big Island of Hawaii is a magical place. You will fall in love...
Waikiki Shore 1114
"This tastefully decorated island suite is fully equipped with everything you need to have a fantastic Waikīkī vacation. With a stellar location, you’ll enjoy gorgeous views of the Pacific Ocean and Waikīkī beach from your furnished, screened-in lanai. You’ll...
Elegant Oceanview Villa w/Resort Pool, Spa & AC: Hali'i Kai 12C on Kohala Coast
This rare ground-level oceanfront condo at Waikoloa Resort places you in one of the most coveted spots on the Big Island. 2BD Hali'i Kai (12C) at Waikoloa Resort opens directly to sweeping Pacific views, brilliant sunsets, and the rolling green backdrop of the golf...
New Sunsets 2 kings 1st floor
Summary:Vacation of lifetime in this upgraded ground-level unit that blends modern design with an island vibe. Living room flows into a fully equipped chef's kitchen and opens to a lanai with stunning views of the golf course, lake, plaza, sunsets every evening. Beach...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, 7th Floor Deluxe Ocean AND West Maui Mountain Views
This tandem one-of-a-kind 4BR offering combines one of Honua Kai's highly sought after deluxe ocean view 2BR corner suites with a neighboring 2BR. Your party will enjoy stunning 7th-floor direct ocean views in addition to views of the majestic West Maui Mountains. The...
❤️PiH❤️ Island Seabatical ★Private Pool★ Private Ohana Studio ★Free Hilton Passes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the elegant home, Island Seabatical, a part of our Hawaiian Luxury Collection. Island Seabatical is a wonderful, new, large, single-level 3 bedroom, 3 bathroom home. The home includes a studio with its own...
Sophisticated, Luxurious...Best in West Maui
HALE MAHINA BEACH RESORT -- ROMANTIC BEACH FRONT GET-A-WAYRelax to the soothing sounds of waves and the caress of trade winds in a completely remodeled and impeccably decorated large corner unit at one of the most sought after beach resorts on Maui's prestigious west...
GORGEOUS OCEANFRONT PENTHOUSE
Completely renovated true oceanfront 3 bedroom (2 bedroom plus loft) 3 bathroom penthouse in Papakea unit F405. The view is phenomenal!!! There is absolutely nothing in between you and the ocean which is 50 feet away. Whale watching from the living room, the...
Kaanapali Ground Floor Renovated & 20 steps to the Ocean
Welcome to our tropical paradise at beautiful Papakea Resort. Our condo E106 is conveniently located on the ground floor with very close access to the ocean and the pool area in building E. This is a legally permitted vacation rental and hotel zone according to the...
Hale Nalu - Premier Beachfront 3br Home Steps Away from Baby Beach with Spa!
Hale Nalu is a roomy 3 bedroom, 3 bath home fronting the delightful Baby Beach and situated in a charming Poipu residential neighborhood. Spacious and appealing at 2,450 square feet, Hale Nalu features a beachfront master suite with Jacuzzi tub upstairs and a 2nd master...
Wailea Beach Villas F201 - 3 Bedroom Ocean View Villa
Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious 3-bedroom, 3.5-bath villa is perfect for families or couples seeking a serene getaway. Villa F201 is a decorator\'s dream,...