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.
Penthouse with Panoramic Ocean Views From Private Lanais
Welcome to your dream getaway on the Garden Isle! This top-floor penthouse in the heart of world famous Poipu Beach offers the perfect blend of luxury, comfort, and island charm. With soaring vaulted ceilings, four spacious bedrooms, and 3.5 baths, this retreat is...
Peaceful 2BR Condo Near Magic Sands—Pool, Tennis & Easy Beach Access!
This peaceful condo offers a comfortable stay on the second floor of a quiet, gated complex with access to a shared pool and tennis court and just a short drive down scenic Ali'i Drive from some of the area's best beach spots. Magic Sands Beach (also known as Laʻaloa...
Kaanapali Royal K102- Maui Luxury at KÄÊ»anapali Royal | Heated Pool & A/C!
Summary:Welcome to Ka'anapali Royal—an elegant Maui retreat with A/C, heated pool, and a prime location just a short stroll to the beach and Whalers Village. Paradise awaits!The Space:Welcome to Ka'anapali Royal – Your Island Escape in the Heart of West MauiNestled on...
🏖️Close to Beaches & Restaurants | Spacious Townhome | Concierge Incl
vrKCV - Mauna Lani Village 606, Professionally Managed by Kona Coast VacationsWelcome to Your Slice of Paradise at Mauna Lani VillagesWhether you're planning a family vacation, a couples' retreat, or a relaxing trip with friends, this inviting 3-bedroom, 3.5-bath home...
Hokulani 414 & 612 at the Honua Kai Resort - The perfect dual condo getaway
Experience the best of Honua Kai Resort & Spa with this unique offering—two separate condos that are perfect for groups traveling together who desire proximity and privacy. Hokulani 612, a 2-bedroom, 2-bath condo located on the 6th floor, accommodates up to 6 guests,...
Maui Resort Rentals: Honua Kai Hokulani 506 - Spacious 5th Floor 2BR Corner Suite w/ Direct Ocean & Mountain Views!
Maui Resort Rentals is proud to bring you this 2BR Partial Ocean View Suite at the Honua Kai Resort, newly launched on May 7th, 2025 to start taking reservations for check-ins on June 7th, 2025!Just two stacks from oceanfront, this highly sought-after 2BR/2BA corner...
🏖️2BD + Loft! | Golf Course View | Concierge Included
vrKCV - Palm Villas at Mauna Lani H23, Professionally Managed by Kona Coast Vacations Golf and Sunset views with a short stroll to Mauna Lani Beach ClubEscape to Palm Villas H23, a beautifully updated 2-bedroom + loft, 2-bath condo tucked inside the exclusive Palm...
Charming 1-bedroom condo in lovely Kihei with WiFi, AC
Discover this fantastic 1-bedroom gem in Kihei. This cozy condo features a nice king bed, 2 bathrooms with a bathtub and shower, and convenient amenities like WiFi and AC. The serene atmosphere of this property will make guests feel right at home. You're sure to make...
Kaimana Surf Luxe by Gather: Beachfront 1BR w/ A/C, Views & Dining
Welcome to Kaimana Surf Luxe by Gather, a modern oceanfront one-bedroom condo perched above the golden sands of Kaimana Beach in Honolulu. Designed for up to five guests, this sophisticated retreat combines sleek design, panoramic ocean views, and direct beach access...
Modern 1BR Kamahana Condo with Tropical Breezes, Pool
Modern 1BR Condo with Ocean Breezes – Kamahana, PrincevilleWelcome to your serene slice of paradise on Kauai's North Shore! This beautifully updated 1-bedroom, 1-bathroom condo in the highly sought-after Kamahana complex offers the perfect blend of island charm and...
Tiki Villa Poipu • 5Bd • Pool & AC • Sleeps 16+
Aloha! Welcome to Tiki VillaThis centrally Poipu located Hawaiian home has 5 bedrooms, 3.5 bathrooms, AC & private heated pool is the perfect way to explore beautiful Kauai. This home is the pinnacle of indoor/outdoor living with it's telescoping doors opening up to the...
Hale o ka Nene: Luxury 6BR Estate with Pool, Spa & Golf Views
Welcome to Hale O Ka Nene, a striking six bedroom, six and a half bathroom estate set within the exclusive enclave of Kukui‘ula on Kaua‘i’s sun drenched South Shore. Designed for refined island living, this 4,200 square foot holiday home accommodates up to fifteen...
KaMilo #503 by Gather: Luxury Mauna Lani Retreat Near Golf & Beach
Welcome to Mauna Lani KaMilo #503, a serene three-bedroom, three-bath villa tucked within the private gates of Mauna Lani Resort on Hawai‘i’s Big Island. Thoughtfully designed for seamless indoor-outdoor living, this residence combines island-inspired luxury with all...
New Listing! Colorful 1bd on the 3rd floor
Welcome to Valley Isle 301, a beautiful 1-bedroom, 1-bath condo with stunning ocean views, located just steps from the beach between Kaanapali and Kapalua. This spacious third-floor unit comfortably sleeps up to four guests and offers the perfect blend of island charm...
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home
Book with us and come to Maui to explore everything we have to offer!Incredible views in a well maintained oceanfront unit right over the beach. You will love the remodeled kitchen and bath. Upgraded granite kitchen and cabinetry. Take time to relax with your morning...
"Tidepool Getaway" | Large Oceanfront Estate
Tidepool Getaway is a unique and peaceful oceanfront escape located in Kahuku, Oahu. This expansive property features 3 living spaces featuring 5 bedrooms, 5 bathrooms, and 2 kitchens—ideal for families, multi-family gatherings, or groups of friends seeking both...
Townhouse with pool, lanai & hot tub
Summary:Well Equipped, Local Art, Private, Near PoolThe Space:Welcome to your peaceful Waikoloa retreat - the perfect base for relaxation, family time, & island adventure near beaches & shops!- Sleeps 5 | 2 bedrooms | 3 beds | 2.5 baths- Shared pool, hot tub, BBQ area &...
Peaceful condo with lanai & beach essentials
Summary:Top Floor, Large Lanai with Views, On Golf Course!The Space:Welcome to your Waikoloa golf-view retreat - a peaceful island escape for families & friends to relax and recharge in comfort:- Sleeps 4 | 2 bedrooms | 3 beds | 2 baths- Private lanai w/ outdoor dining...
2BR townhouse w/ lanais & lagoon-style pools
Summary:Close to Pool, Beautiful Decor, On the Golf CourseThe Space:Welcome to your tropical retreat in Waikoloa Beach Resort – a relaxing island escape surrounded by golf greens, palm trees & ocean breezes!- Sleeps 6 | 2 bedrooms | 2 beds | 2 baths- Lagoon-style pools,...
New Listing! Free Night at Kahana Sunset E5E – Remodeled Corner Unit with AC
This property is not currently affected by the recent proposed legislation.Book 5 nights get the 6th night free, or complimentary Early or Late checkout!Corner unit, ground level with AC, just off the beach with ocean views at Kahana Sunset. Enjoy amazing holiday deals,...
Hale Aloha Turtle ~ Bay Golf Course
Brand New Listing! Relax in this beautiful and spacious getaway on the North Shore and be the first to review this 5-star Guest Favorite listing that is new to our portfolio!This spacious and newly updated 3-bedroom unit has beautiful lagoon views of the Turtle Bay Golf...
Summer Special Rates! Oceanfront 4BR Puamana 9-2
Summary:4 Bedrooms • 4 Bathrooms • Sleeps 8Oceanfront | Gated Community | Private Lanai | Steps to the BeachThe Space:Welcome to Puamana 9-2 - Enjoy our introductory summer rates when you select your dates on the calendar. E Komo Mai (Welcome) to your oceanfront escape...
Ocean View 1-bed/2-bath Penthouse Suite at Waikiki Shore!
Waikiki Shore Penthouse #6 – 2161 Kalia Rd.You'll never want to leave this spacious 706-sqft 1-bed/2-bath penthouse suite at Waikiki Shore. Enjoy unbeatable sweeping ocean views from every room. Relax in style on your spacious private lanai and take in the mesmerizing...
Just steps to beach! Gorgeous Partial Ocean View at Waikiki Shore!
Waikiki Shore #314 – 2161 Kalia RdWaikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This exquisitely remodeled 3rd-floor beachfront studio is a favorite with return guests! You'll feel right at home...
Luxurious 2-Bedroom Retreat in the Heart of Waikiki.
Waikiki Landmark Unit 2901. Escape to paradise in this spacious and luxurious 2-bedroom, 2.5-bathroom condo at Waikiki Landmark, Unit 2901. Located in the heart of Waikiki, this expansive unit offers everything you need for an unforgettable Hawaiian vacation. Fully...
New - Hawaiian Tin Shack
Escape to paradise at the Hawaiian Tin Shack, a cozy-luxe retreat in the Big Island jungle. Just 40 minutes from Volcanoes National Park and 20 minutes to Hilo, this 3-bedroom, 2-bathroom home sleeps 8 and features a private hot tub, fully stocked kitchen, and a...
Kona Ocean View Suite - Walk to Shops and Dining
Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Great for the Sunsets! Walking distance from Kona's best restaurants and bars, it provides easy access to Ali'i...
Walk to Kailua Village. AC. King Bed. Pool. Free Parking. In Unit Laundry
Welcome to Kona! We're thrilled to have you stay in our spacious, townhouse-style condo.As you'll discover, the location is truly unbeatable. You're just steps from the ocean and a short walk to the heart of Kona. Plus, the condo boasts amazing ocean views from both...
4-bedroom condo- Tropical luxury Villa in Ko Olina- Sleeps 10
Welcome to your private oasis in paradise! Nestled within the exclusive Coconut Plantation community in Ko Olina, Oahu, this luxurious villa offers the perfect blend of opulence, tranquility, and island living. With 4 bedrooms and 3 full bathrooms, this is the largest...
NEW! Village Manor D21, Distant Ocean Views, Walk to Kapaa Town and Beach
Village Manor Beach Side Apartment #D21. Waipouli, Kapa'a, Kaua`i Vacation Rental with distant ocean views and coconut grove views. Accommodates up to 4 guests, including children and infants.Second floor (top floor), walk up end unit apartment. Centrally located on...
Aloha Hale - 3-bedroom house in tropical Pāhoa near Hilo
Your group will be close to everything when you stay at this centrally-located home near Pahoa Town where you'll find local shops, a variety of restaurants, and the gateway to exploring the Puna District. The 3 bedroom 2 bath home is located in a quiet Hawaiian...
Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split AC
Welcome to Kamaole Sands 6-202, a beautifully updated 1-bedroom, 2-bathroom condo in the heart of South Kihei - just a short walk to the golden sands and calm waters of Kamaole Beach Park III. Nestled in the highly desirable Building 6 of the Kamaole Sands Resort, this...
NEW Modern Family Retreat - Hanalei Happiness - Near Best Beaches, Trails & Eats
Step into an elevated retreat, thoughtfully designed for traveling families. This modern hideaway is rich in amenities and curated for comfort, all while embracing the vibrant spirit of Hanalei.- Just 8 Minutes to Hanalei- Close to Best Beaches, Trails & Eats- Ultimate...
Mauna Lani Terrace - G301 New Rental Opening Special Rates - Stunning View
Mauna Lani Terrace G301. We few reviews because we just launched this jewel of a spot. The view is gorgeous and the bathrooms and kitchen have been updated! Stunning ocean views overlooking the pool and beach! This updated one-bedroom features two beautifully renovated...
Hilo Haven w/ Pool, A/C & Wi-Fi
Newly Remodeled Hilo Studio Condo w/ Park Views, A/C, Pool & King BedStay in style right in the heart of Hilo! This fully remodeled condo has everything you need for a relaxing island getaway—plus a few extras you’ll love.Enjoy your Big Island stay in this fully...
Luxury Kapalua Golf Villa 14P1-2 w/ Golf Views, Lanai & Pools
Welcome to Kapalua Golf Villas 14P1-2, a serene two-bedroom, two-bath villa by Gather. Set within Maui’s prestigious Kapalua Resort, this ground-level retreat blends modern comfort with island ease. Accommodating up to six guests, it overlooks the emerald fairways of...
15th floor studio with 2 full size bed at Ala Moana Hotel
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk. The daily parking rate is $39.00. Tax(17.962%)...
Ocean and Marina View Suite, Spacious, Quiet and Peaceful with Amazing Sunsets
Discover our waterfront 1BR marina apartment, which features a family-friendly balcony. Unlike typical slivers in the Ilikai marina, this is a true outdoor living space! Imagine breakfasts with marina views, sunset dinners, and Friday fireworks. Inside, find modern...
Bright & Spacious 2-bedroom Villa - Coconut Plantation at Ko 'Olina Resort
Escape to Paradise! Relax in a newly remodeled, family-friendly villa located just steps away from the world famous Ko Olina Lagoons, Ko Olina Championship Golf Course, and top resorts. Enjoy luxury, convenience, and island living at its best! This enchanting home,...
KP13-Beachfront-WD-Pool -Sunsets-2nd Floor
Unit #13 is a beautifully situated, top-floor located in Building 3 of Kiahuna Plantation Resort in Poipu. This unit offers a private retreat with ocean views, making it an ideal choice. This condo does not have AC at this time but we also own #9 with AC.Guests have...
White Sands Village 117 – For 5!
Summary:Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona. This condo is part of a beautiful oceanfront community that offers a wide range of amenities designed to help you unwind and embrace the Aloha spirit. Take a dip in the...
Includes Beach Gear! 332 Shores at Waikoloa
Shores at Waikoloa 332Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two boogie...
Oceanfront Chic | 2BR Ocean View High Floor
This is a NEW listing and it's gorgeous! We are confident you will have a great experience. Welcome to your front-row seat to Maui’s magic.Perched on the 5th floor of a coveted oceanfront resort in Ma'alaea, Island Sands 502 is a fully remodeled and beautifully curated...
Kauna‘oa 4BR Oceanview Villa with Pool, Spa & Mauna Kea Resort Access
Summary:Experience elevated island living in this luxurious 4-bedroom, 3.5-bath duplex home, located within the prestigious Kauna'oa at Mauna Kea Resort. Just a short walk to the pristine Kauna'oa Bay, this stunning residence offers an exquisite blend of indoor-outdoor...
Kahana Village 31 Spacious Direct Oceanfront 3BD Condo
Kahana Village 31 · KHV 31 Spacious Direct Oceanfront 3 Bedroom Condo FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
New Listing! 2bd chic Island elegance and comfort
Welcome to Kapalua Golf Villa 23P 3&4—a beautifully maintained 2-bedroom, 2-bathroom condo that combines comfort with island elegance that can comfortably accommodate up to 6 guests. This villa features central A/C, and the convenience of an in-unit washer and dryer....
Spacious 1bd beachfront condo. Recent upgrades!
Maui Kaanapali Villas A412 is a charming 1-bedroom, 1-bathroom condo on the 4th floor, offering central A/C, high-speed Wi-Fi, and serene garden views. With convenient elevator access, getting to and from your island retreat is simple and seamless. This unit comfortably...
Luxury Oceanview Wailea Retreat with Sunset Views
Escape to HÅkÅ« Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a private lanai with stunning ocean views, on the fairway of a private golf course. Walk to world-class beaches, dining, golf or relax in a peaceful,...
NEW!! Iconic Hawaiian Getaway at Mauna Lani. Beach, Bike, Golf, Books, Relax.
Parking Pass to Mauna Lani Beach Club Included.Welcome to the Surf House in picturesque Kulalani, a gorgeous, upscale community within the world-class Mauna Lani Resort. This charming, light-filled two-bedroom townhouse is your perfect Hawaiian escape. Featuring soaring...
Top-Floor Ocean View Resort 2BR +Beach +A/C +Pool
║ Stay at Hale i Lani – Your “Home in Heaven†at Hanalei Bay Resort ║♥ Recently updated top-floor 2-bedroom, 2-bathroom condo♥ Amazing ocean & mountain views from your two private lanais♥ Direct beach access to Puʻu Poa Beach♥ A/C in every room ♥ Fully-equipped kitchen,...