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.
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...
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...
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 &...
Waikiki Studio with Stunning Views!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Premier Air Conditioned Puu Poa Penthouse Magnificent Ocean View Condo!
This Air Conditioned Puu Poa condo sits on an ocean bluff next door to the renowned 1 Hanalei Hotel. This luxury two bed, two-bath condo boasts 1900 square feet, spacious rooms, tasteful décor, new granite kitchen countertops, newly painted interior, refinished...
Private Cliffside Ohana Retreat at Kalapaki Beach!
Experience the very best of Kauai from the comfort & convenience of this luxury oceanfront retreat! Step outside to enjoy incredible ocean views overlooking Nawiliwili Harbor from your private cliffside balcony, or spend the day kayaking, surfing and relaxing on...
Just a few steps to the beach. C101
A LITTLE BIT ABOUT THIS CONDO...LOKELANI C-101 Features include all new furniture in Hawaiian motif, kitchen with all new appliances, granite counter tops, and ceiling fan, bathroom with onyx tiled walk in shower with seat, granite counter top and all solid brass...
Kahaluu Bay Villas | 4 Lanais w/ Ocean Views
Summary:Beautiful and spacious 2 bed, 2 bath, corner unit condo with ocean views is located on the 3rd floor and has 1,475 sq. ft. of living area. The condo, with tasteful island design, has indoor/outdoor dining, 4 tiled lanais with spectacular ocean, sunset, beach and...
Royal Sea Cliff #418 | Pool Hot Tub & A/C!
Summary:This beautiful Hawaiian home is located within the Royal Sea Cliff, which has the most astounding views of the Pacific Ocean atop a huge lanai. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:We provide 2 beach chairs and 1...
Ocean-View Gem w/ Lanai, Pool & New Furnishings - Walk to Swimming Beach
Hale Ono Loa 210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in mesmerizing ocean views from your private, second-level lanai at this beautifully renovated 1BR tropical...
Private Lanai with Ocean Views! Updated Furnishings! Polo Beach 203
Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the world-famous Wailea Beach Path, enjoy fantastic snorkeling at uncrowded Polo Beach, or unwind and sunbathe at the oceanfront pool and jacuzzi.Spend a...
❤️PiH❤️ Hale Kailani ★ Heated Private Pool & Spa ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hale Kailani, a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural beauty...
Nicely upgraded 2bd oceanfront resort condo
Kaanapali Shores 513 is a 2-bedroom, 2-bathroom condo with central air conditioning that can accommodate up to 6 guests. Located on the fifth floor, inside you will find an open-concept layout and Hawaiian-inspired decor with a sense of island serenity. When it's time...
Cozy Kihei condo in South Maui
Welcome to Kihei Resort - your home away from home! This 1-bedroom, 1-bathroom condo situated on the ground floor offers 1 A/C unit in the living area only and tropical views from your lanai. Unit 122B can accommodate up to 4 guests. In the bedroom, you will find a...
Kahana Sunset E1 - LAST MINUTE SPECIAL - Air Conditioned Corner Unit - Lovely ocean views
Kahana Sunset E1 is an air conditioned two story condominium with 2 bedrooms and 2 baths - direct ocean views. You can't help but enjoy spending time on one of the two lanais enjoying your morning cup of coffee or an evening glass of wine. Keoni Nu'i Bay is the ideal...
Beautiful Three Bedroom Townhouse at Napili Bay
Walk to two of the best family beaches on Maui from this townhome. Professionally remodeled, decorated, and updated. Located in the heart of Napili, this West Maui vacation rental lies just across the street from the picturesque sandy shores of Napili Bay. Go snorkeling...
Kaanapali Shores Unit 804 ~ Oceanfront Views! Luxury with Resort-Style Amenities
Experience the Ultimate Hawaiian Getaway at Kaanapali Shores Unit 804 ~ Hosted by Maui Westside· Sweeping oceanfront views from your private 8th-floor balcony· Spacious 2-bedroom, 2-bathroom condo · Comfortably sleeps up to 6 guests with flexible sleeping...
Kona Reef direct Honl Beach access unit. Oceanview
This condo is oceanfront and looks onto Honl Beach.The condo has tile flooring through out the unit. There are double wide sliding glass doors leading to the lanai and beach.The bedroom has a king size bed and flat screen TV with full cable.The bathroom has a decorator...
Maui Resort Rentals: Honua Kai K725 - 7th Floor 3BR w/Ocean Views in Every Room!
This exquisite three-bedroom oceanview residence offers stunning views of the Pacific Ocean from its prime 7th-floor vantage point, well above the tropical foliage of the Konea Tower interior courtyard. The views are abundant throughout and even continue into all 3...
Ocean View Guest Cottage - 1990/NUC-1797
Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath, ocean view cottage located a few steps from Kailua Beach... Voted Number One beach in America! There are 2 shopping...
Molokai Shores B326
**ALOHA...before booking - our condo is located on Molokai not Maui.Our condo is located on the 3rd floor (B326) One bedroom; full bath and loft. Shower/tub combo. Body wash & shampoo dispenser. Bedroom has a queen size bed. Loft has a full size bed and a full size...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Perfect for Families! HKH-603
** 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...
Panoramic Cityscape Condo at the Waikiki Landmark w/Great Building Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.. The Waikiki Landmark high rise is located on the main Waikiki strip at 1888 Kalakaua Ave. in one of the...
Hotel-zoned! Oceanfront Paradise - Menehune Shores 524
Aloha!Maui Paradise Menehune Shores unit 524 is ready for you! Let the stunning views, overall comfort and the island's Aloha spirit transport you to a place where stress isn't allowed to exist. Enjoy the ocean breezes in our fifth-floor ocean front condominium. Whether...